6-(Trifluoromethyl)indoline

Base Information

• Chemical Name: 6-(Trifluoromethyl)indoline
• CAS No.: 181513-29-1
• Molecular Formula: C9H8F3N
• Molecular Weight: 187.164
• Hs Code.: 2933990090
• European Community (EC) Number: 803-198-4
• DSSTox Substance ID: DTXSID20436423
• Nikkaji Number: J1.987.073A
• Wikidata: Q72512063
• Mol file: 181513-29-1.mol

Synonyms:6-(Trifluoromethyl)indoline;181513-29-1;6-Trifluoromethylindoline;6-(trifluoromethyl)-2,3-dihydro-1H-indole;1H-Indole, 2,3-dihydro-6-(trifluoromethyl)-;6-(trifluoromethyl)-1H-indoline;6-(Trifluoromethyl)-indoline;SCHEMBL1735429;DTXSID20436423;AMY31154;MFCD01075225;AKOS006275560;SB64182;6-(trifluoromethyl)indoline, AldrichCPR;TS-02626;A4024;CS-0044960;FT-0601318;J-518128

Chemical Property of 6-(Trifluoromethyl)indoline

Chemical Property:

• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: 1.481
• Boiling Point: 221.387 °C at 760 mmHg
• PKA: 4.10±0.20(Predicted)
• Flash Point: 87.692 °C
• PSA: 12.03000
• Density: 1.264 g/cm³
• LogP: 2.81140
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 187.06088375
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%min ^*data from raw suppliers

6-(Trifluoromethyl)indoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C=CC(=C2)C(F)(F)F
• Uses: 6-(Trifluoromethoxy)indoline can be used for dengue viral replication inhibitors.

Technology Process of 6-(Trifluoromethyl)indoline

There total 5 articles about 6-(Trifluoromethyl)indoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

6-(trifluoromethyl)-1H-indole (13544-43-9) → 6-trifluoromethyl-2,3-dihydro-1H-indole (181513-29-1)

Guidance literature:

With sodium cyanoborohydride; acetic acid; at 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.5b01510

Reference yield: 88.0%

benzyl 2-cyano-2-(2-nitro-4-trifluoromethylphenyl)ethanoate → 6-(trifluoromethyl)-1H-indole (13544-43-9) + 6-trifluoromethyl-2,3-dihydro-1H-indole (181513-29-1) + 2-(2-amino-ethyl)-5-trifluoromethyl-phenylamine

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In ethanol; water; at 25 ℃; for 18h; under 2585.74 Torr;

DOI:10.1081/SCC-120021501

Reference yield: 83.0%

tetrachloromethane (56-23-5) + 1-indoline (496-15-1) → 6-trifluoromethyl-2,3-dihydro-1H-indole (181513-29-1)

Guidance literature:

With hydrogen fluoride; antimony pentafluoride; at 0 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2003.10.192

upstream raw materials:

6-(trifluoromethyl)-1H-indole

tetrachloromethane

1-indoline

2-chloro-3-nitro-5-trifluoromethylbenzene

Downstream raw materials:

6-(trifluoromethyl)-1H-indole

Refernces

• 1、 Chessari, Gianni,Buck, Ildiko M.,Day, James E. H.,Day, Philip J.,Iqbal, Aman,Johnson, Christopher N.,Lewis, Edward J.,Martins, Vanessa,Miller, Darcey,Reader, Michael,Rees, David C.,Rich, Sharna J.,Tamanini, Emiliano,Vitorino, Marc,Ward, George A.,Williams, Pamela A.,Williams, Glyn,Wilsher, Nicola E.,Woolford, Alison J.-A.. "Fragment-Based Drug Discovery Targeting Inhibitor of Apoptosis Proteins: Discovery of a Non-Alanine Lead Series with Dual Activity Against cIAP1 and XIAP". supporting information. p. 6574 - 6588. Retrieved 2015/09/07.
• 2、 -. "BICYCLIC HETEROCYCLE COMPOUNDS AND THEIR USES IN THERAPY". Page/Page column 129. . Retrieved 2012/11/07.